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Identification
NamePorphobilinogen
Accession NumberDB02272  (EXPT02507)
Typesmall molecule
Groupsexperimental
Description

Porphobilinogen is a pyrrole involved in porphyrin metabolism. It is generated by the enzyme ALA dehydratase, and converted into hydroxymethyl bilane by the enzyme porphobilinogen deaminase.

Structure
Thumb
Synonyms
SynonymLanguageCode
2-aminomethylpyrrol-3-acetic acid 4-propionic acidNot AvailableNot Available
5-(Aminomethyl)-4-(carboxymethyl)-1H-pyrrole-3-propionic acidNot AvailableNot Available
PBGNot AvailableNot Available
SaltsNot Available
Brand namesNot Available
Brand mixturesNot Available
CategoriesNot Available
CAS number487-90-1
WeightAverage: 225.2212
Monoisotopic: 225.087531914
Chemical FormulaC10H13N2O4
InChI KeyYPHQRHBJEUDWJW-UHFFFAOYSA-N
InChI
InChI=1S/C10H13N2O4/c11-4-8-7(3-10(15)16)6(5-12-8)1-2-9(13)14/h5H,1-4,11H2,(H,13,14)(H,15,16)
IUPAC Name
3-[5-(aminomethyl)-4-(carboxymethyl)pyrrol-3-yl]propanoic acid
SMILES
NCc1ncc(CCC(O)=O)c1CC(O)=O
Mass SpecNot Available
Taxonomy
KingdomOrganic Compounds
SuperclassHeterocyclic Compounds
ClassPyrroles
SubclassSubstituted Pyrroles
Direct parentSubstituted Pyrroles
Alternative parentsDicarboxylic Acids and Derivatives; Polyols; Enolates; Polyamines; Carboxylic Acids; Monoalkylamines; Aromatic Compounds
Substituentsaromatic compound; polyol; enolate; carboxylic acid; polyamine; carboxylic acid derivative; amine; primary amine; primary aliphatic amine; organonitrogen compound
Classification descriptionThis compound belongs to the substituted pyrroles. These are heterocyclic compounds containing a pyrrole ring substituted at one or more positions.
Pharmacology
IndicationNot Available
PharmacodynamicsNot Available
Mechanism of actionNot Available
AbsorptionNot Available
Volume of distributionNot Available
Protein bindingNot Available
Metabolism
Route of eliminationNot Available
Half lifeNot Available
ClearanceNot Available
ToxicityNot Available
Affected organismsNot Available
PathwaysNot Available
SNP Mediated EffectsNot Available
SNP Mediated Adverse Drug ReactionsNot Available
ADMET
Predicted ADMET features
Property Value Probability
Human Intestinal Absorption + 0.6694
Blood Brain Barrier + 0.53
Caco-2 permeable - 0.7613
P-glycoprotein substrate Substrate 0.6005
P-glycoprotein inhibitor I Non-inhibitor 0.9798
P-glycoprotein inhibitor II Non-inhibitor 0.9936
Renal organic cation transporter Non-inhibitor 0.8196
CYP450 2C9 substrate Non-substrate 0.904
CYP450 2D6 substrate Non-substrate 0.7938
CYP450 3A4 substrate Non-substrate 0.7691
CYP450 1A2 substrate Non-inhibitor 0.8127
CYP450 2C9 substrate Non-inhibitor 0.956
CYP450 2D6 substrate Non-inhibitor 0.9395
CYP450 2C19 substrate Non-inhibitor 0.939
CYP450 3A4 substrate Non-inhibitor 0.9709
CYP450 inhibitory promiscuity Low CYP Inhibitory Promiscuity 0.9959
Ames test Non AMES toxic 0.8901
Carcinogenicity Non-carcinogens 0.942
Biodegradation Not ready biodegradable 0.7077
Rat acute toxicity 2.0559 LD50, mol/kg Not applicable
hERG inhibition (predictor I) Weak inhibitor 0.9522
hERG inhibition (predictor II) Non-inhibitor 0.9012
Pharmacoeconomics
ManufacturersNot Available
PackagersNot Available
Dosage formsNot Available
PricesNot Available
PatentsNot Available
Properties
Statesolid
Experimental PropertiesNot Available
Predicted Properties
PropertyValueSource
water solubility2.72e+00 g/lALOGPS
logP-2.4ALOGPS
logP-3.4ChemAxon
logS-1.9ALOGPS
pKa (strongest acidic)2.92ChemAxon
pKa (strongest basic)8.45ChemAxon
physiological charge-1ChemAxon
hydrogen acceptor count6ChemAxon
hydrogen donor count3ChemAxon
polar surface area113.51ChemAxon
rotatable bond count6ChemAxon
refractivity54.73ChemAxon
polarizability22.11ChemAxon
number of rings1ChemAxon
bioavailability1ChemAxon
rule of fiveYesChemAxon
Ghose filterNoChemAxon
Veber's ruleNoChemAxon
MDDR-like ruleNoChemAxon
Spectra
SpectraNot Available
References
Synthesis ReferenceNot Available
General ReferenceNot Available
External Links
ResourceLink
KEGG CompoundC00931
PubChem Compound1021
PubChem Substance46505854
ChEBI17381
ChEMBL
HETPBG
WikipediaPorphobilinogen
ATC CodesNot Available
AHFS CodesNot Available
PDB Entries
FDA labelNot Available
MSDSNot Available
Interactions
Drug InteractionsNot Available
Food InteractionsNot Available

Targets

1. Delta-aminolevulinic acid dehydratase

Kind: protein

Organism: Human

Pharmacological action: unknown

Components

Name UniProt ID Details
Delta-aminolevulinic acid dehydratase P13716 Details

References:

  1. Overington JP, Al-Lazikani B, Hopkins AL: How many drug targets are there? Nat Rev Drug Discov. 2006 Dec;5(12):993-6. Pubmed
  2. Imming P, Sinning C, Meyer A: Drugs, their targets and the nature and number of drug targets. Nat Rev Drug Discov. 2006 Oct;5(10):821-34. Pubmed
  3. Berman HM, Westbrook J, Feng Z, Gilliland G, Bhat TN, Weissig H, Shindyalov IN, Bourne PE: The Protein Data Bank. Nucleic Acids Res. 2000 Jan 1;28(1):235-42. Pubmed

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Drug created on June 13, 2005 07:24 / Updated on September 16, 2013 17:17